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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2396249Generated: October 31, 2026

Tetrabutylammonium Fluoride → (4R,6R)-6-([1S,2S,6S,8S,8aR]-2-{1,2,6,7,8,8a-Hexahydro-6-hydroxy-8-[2-(4-fluorophenoxy)-2-methylpropionyloxy]-2-methyl-1-naphthyl}ethyl)tetrahydro-4-hydroxy-2H-pyran-2-one

https://huagongshe.com/reaction/2396249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(4R,6R)-6-([1S,2S,6S,8S,8aR]-2-{1,2,6,7,8,8a-Hexahydro-6-t-butyldimethylsilyloxy-8-[2-(4-fluorophenoxy)-2-methylpropionyloxy]-2-methyl-1-naphthyl}ethyl)tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-oneHCID 54026108—
SolventTetrahydrofuranHCID 8028—
Product(4R,6R)-6-([1S,2S,6S,8S,8aR]-2-{1,2,6,7,8,8a-Hexahydro-6-hydroxy-8-[2-(4-fluorophenoxy)-2-methylpropionyloxy]-2-methyl-1-naphthyl}ethyl)tetrahydro-4-hydroxy-2H-pyran-2-oneHCID 5425925676.1%

Reaction Steps

A procedure similar to that described in Example 2, above, was followed, but using 1.08 g of (4R,6R)-6-([1S,2S,6S,8S,8aR]-2-{1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-[2-(4-fluorophenoxy)-2-methylpropionyloxy]-2-methyl-1-naphthyl}ethyl)tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example 175, above] and 20.8 ml of a 1.0 molar solution of tetrabutylammonium fluoride in tetrahydrofuran, to give 565 mg of the title compound as white crystals, melting at between 142° and 145° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05491167
Source datasetuspto-grants-1996_02
ORD IDord-f4b0af285e2447d6920c6e1e7bbee181
Source noteuspto-grants-1996_02